Asymmetric hydrogenation of an α-unsaturated carboxylic acid catalyzed by intact chiral transition metal carbonyl cluster : diastereomeric control of enantioselectivity
Abdel-Magied, A. F., Theibich, Y., Singh, A. K., Rahaman, A., Doverbratt, I., Raha, A. K., Haukka, M., Richmond, M. G., & Nordlander, E. (2020). Asymmetric hydrogenation of an α-unsaturated carboxylic acid catalyzed by intact chiral transition metal carbonyl cluster : diastereomeric control of enantioselectivity. Dalton Transactions, 49(14), 4244-4256. https://doi.org/10.1039/C9DT04799A
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Dalton TransactionsDate
2020Copyright
© The Royal Society of Chemistry 2020
Twenty clusters of the general formula [(μ-H)2Ru3(μ3-S)(CO)7(μ-P–P*)] (P–P* = chiral diphosphine of the ferrocene-based Walphos or Josiphos families) have been synthesised and characterised. The clusters have been tested as catalysts for asymmetric hydrogenation of tiglic acid [trans-2-methyl-2-butenoic acid]. The observed enantioselectivities and conversion rates strongly support catalysis by intact Ru3 clusters. A catalytic mechanism involving an active Ru3 catalyst generated by CO loss from [(μ-H)2Ru3(μ3-S)(CO)7(μ-P–P*)] has been investigated by DFT calculations.
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Royal Society of ChemistryISSN Search the Publication Forum
1477-9226Publication in research information system
https://converis.jyu.fi/converis/portal/detail/Publication/34761037
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AFA thanks the EU Erasmus Mundus program for a predoctoral fellowship. AKS thanks the Carl Trygger Foundation for a postdoctoral fellowship. MGR thanks the Robert A. Welch Foundation (grant B-1093) for financial support and acknowledges computational resources through UNT’s High Performance Computing Services and CASCaM. We thank Dr David Hrovat and Prof. Xinzheng Yang for helpful ONIOMbased disc ...
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